
Villa holiday rentals in Leeward
Find and book unique villas on Airbnb
Quick stats about villa rentals in Leeward

Total holiday rentals
Explore 150 holiday rentals in Leeward

Nightly prices starting at
Leeward holiday rentals start at $211 AUD per night before taxes and fees

Verified guest reviews
Over 2,620 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
150 of Leeward holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Leeward rentals

4.8 Average rating
Leeward stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated villa rentals in Leeward
Guests agree: These villas are highly rated for location, cleanliness and more.

Cheers 🥂 Villa 🌴
Beautiful private Villa in a superb location,surrounded with🌴.Just 2 minutes by car, or 10 minute walk to Grace Bay Beach & Shopping! Cheers Villa is a bright and inviting getaway, ideal for relaxing moments and quality time during your stay. We have all the essentials to enjoy the climate of Turks & Caicos. You can relax by the private pool after a day at the beach! 2 bedrooms (King & Queen) 2.5 bathroom. Each room has its own AC as well as the downstairs living space. 🚧 in the neighborhood.
LocationFamilyBarbecue
4.96 out of 5 average rating, 134 reviews
Ideal Honeymoon Villa
Luxurious Gated Villa near Grace Bay Beach– Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, and fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴
LocationValueHot tub
4.96 out of 5 average rating, 85 reviews
Gated Villa + Private Pool• Walk to GraceBay Beach
Popular for Families, Couples & Group Vacations! PRIVATE Sun Drenched Pool. Walk to Famous GraceBay Beach + shopping, dining, night-life, “Incredible space! Loved the outdoor/indoor living combo and comfy veranda.” Sarah Burton, OH, USA The villa is tucked away in a peaceful setting on a private gated street with only 4 villas! Features a PRIVATE pool perfect for relaxation, sunbathing, enjoying some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!
ValueFamilyLayout
4.89 out of 5 average rating, 133 reviews
Ideal private getaway villa | 250 yds to the beach
The perfect getaway villa, just 250 yards from Grace Bay beach, Gracehaven Getaway is tucked away from passing traffic in a little garden oasis of its own. It is an ideal venue to celebrate anniversaries, birthdays, or honeymoons, or just for a couple seeking a romantic, private setting. Enjoy your own private pool hidden away from main roads and just a 2-minute walk to the Grace Bay beach and Coral Gardens Reef. Easily walk to local restaurants or visit the nearby supermarket for groceries.
ValueLocationSleep quality
4.97 out of 5 average rating, 152 reviews
Sea Sun Relax - villa 5 min walk to Grace Bay
Location, location, location! Stay at this recently renovated 1,650 sq. feet, 2 bedrooms, 2 baths Caribbean house with a large private pool, close to the beach, in the prestigious Leeward gated community at the eastern tip of Providenciales island, in the beautiful Turks and Caicos. Also, another queen bed is inside a mini-cottage. The house is within 0.5 KM / 5-6 min. walk from Sunset beach and Perlican beach ( as well as the Grace Bay beach that is one of the best in the world).
FamilyLocationGetting around
4.9 out of 5 average rating, 73 reviews
Boutique Villa w Private Beach Chairs on Grace Bay
Welcome to Majectic Palm Villa at Grace Shore Villas — a private, boutique-style 3-bedroom retreat with a spacious two-level layout, just a 7–10 minute walk (2 min bike) to world-famous Grace Bay Beach. Unlike large resorts, you’ll enjoy your own villa, serene shared pools, on-site support, and reserved beach chairs and umbrellas set up daily on Grace Bay just for our guests. This is relaxed island living, with the comfort, privacy, and thoughtful service you won’t find in a hotel.
ValueFamilyAccuracy
5.0 out of 5 average rating, 57 reviews
Villa DelEvan 4A / 1-bedrm Beach front villa
Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.
FamilyValueDecor
4.99 out of 5 average rating, 144 reviews
VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!
LocationValueGetting around
4.9 out of 5 average rating, 151 reviews
3BR Villa | Pool | 100 Steps to Pelican Beach
Slow down and enjoy your own private island retreat, just 100 steps from beautiful Pelican Beach. Surrounded by lush tropical gardens and the gentle island breeze, our 3-bedroom, 3-bathroom villa offers a private pool, outdoor shower, spacious covered outdoor dining area and BBQ. Relax by the pool, spend the day at the beach, and gather together for long dinners under the stars. Our family retreat is designed for making memories and enjoying the best of Turks & Caicos.
ValueLocationParking
4.75 out of 5 average rating, 61 reviews
Blanca: Taylor Bay Beach-Ocean View
Get away from it all on a beautiful white powdery half-moon shaped beach! The villa offers spectacular turquoise ocean views and dreamy sunsets from the terrace & pool. A private/gated path brings you to the beach in 30 steps where your loungers await you. Located in the prestigious Sunset Bay Community, offering nightly private security patrol & guards. The Island Escapes Villa Managers will meet & greet you and offer an unparalleled level of service during your stay.
ValueLocationBeach
4.92 out of 5 average rating, 122 reviews
Gated Long Bay Villa Near Grace Bay with Pool
Gated two-story villa in Long Bay Hills with a private pool, sea-view balconies, and optional private chef and yacht experiences arranged through your host. Long Bay Beach is a 5-minute drive; Grace Bay Beach is 10 minutes away. Complimentary airport transfers for stays of 5+ nights. Designed for groups and families seeking a fully exclusive property with concierge-level service in Turks and Caicos.
LocationFamilyIndoor spaces
4.84 out of 5 average rating, 145 reviews
The Caicos House -5 mins to the Beach & Dining!
Daily Housekeeping included! …… Nestled in the tranquil gated community of Leeward, on the heels of the Grace Bay and the Grace Bay Beach, regularly ranked as the “The Best Beach in the World!”. The upscale Leeward community is within a 5-8 minute drive to the Grace Bay shopping and restaurant district, with over two dozen businesses, including a large grocery store and bank.
ValueFamilyCheckout
4.84 out of 5 average rating, 32 reviewsPopular amenities for Leeward villa rentals
Private villa rentals

Romantic Villa -Private Pool, Steps from the Beach
LocationQuietAccess
5.0 out of 5 average rating, 4 reviews
Stunning Villa - short walk to Sapodilla Beach
ValueLocationBarbecue
4.91 out of 5 average rating, 68 reviews
Perfect for 1 Couple - Pool & Beach access
FamilyValueCondition
4.98 out of 5 average rating, 41 reviews
NEW Luxury Grace Bay villa|Pool | 2 min>Beach|Reef
FamilyLocationBeach
5.0 out of 5 average rating, 6 reviews
Hakuna Matata Villa - 5 Minutes to Long Bay Beach
FamilyLocationView
4.86 out of 5 average rating, 76 reviews
Shades of Blue Grace Bay Beach
ValueFamilyView
4.94 out of 5 average rating, 48 reviews
Sea Villa - Cozy Family Villa Steps From the Beach
FamilyLocationComfort
4.92 out of 5 average rating, 73 reviews
NEW *2 BR Villa Kiwi- BBQ- Pool in Grace Bay Beach
LocationFamilyAccess
5.0 out of 5 average rating, 32 reviewsLuxury villa rentals

Villa Blu - Contemporary 3 BDR close to Grace Bay
LocationFamilyQuiet
4.97 out of 5 average rating, 34 reviews
Love Villa
FamilyValueKitchen
4.85 out of 5 average rating, 46 reviews
Caya Villa 1 - 2 Bedroom - Modern Island Home
ValueLocationCondition
4.86 out of 5 average rating, 36 reviews
Vista Cove - Entire Property
FamilyLocationAccess
4.89 out of 5 average rating, 90 reviews
Luxury Coastal Escape with Breathtaking Views
LocationValueIndoor spaces
4.83 out of 5 average rating, 76 reviews
Townhome Villa – Steps to Grace Bay (Sleeps 4)
LocationGetting aroundKitchen
4.9 out of 5 average rating, 20 reviews
Private Pool Villa w/ Firepit, Outdoor Dining
FamilyLocationCondition
4.95 out of 5 average rating, 40 reviews
WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool
ValueLocationNearby
4.94 out of 5 average rating, 62 reviewsVilla rentals with a pool

T'PII Villa: Brand New Villa in Turtle Creek
ValueLocationAccuracy
4.85 out of 5 average rating, 85 reviews
Kokoon 60% OFF Summer PrivatePool OceanView SunSet
ValueLocationTV
4.98 out of 5 average rating, 61 reviews
‘My Little Hideaway’ at Lucayan Cays
FamilyLocationBathroom
4.93 out of 5 average rating, 75 reviews
Beautiful Villa in the Heart of Grace Bay!
LocationValueCheckout
4.88 out of 5 average rating, 74 reviews
Waterfront 3BR Villa w/ Pool, Canal View , Parking
FamilyLocationHospitality
5.0 out of 5 average rating, 20 reviews
Walk to Sapodilla Bay | Stunning Chalk Sound Views
ValueLocationPool
4.87 out of 5 average rating, 107 reviews
Modern Canal Front Villa in Leeward
LocationFamilyCheck-in
5.0 out of 5 average rating, 17 reviews
Blue Flamingo Villa - Paradise Is a Lifestyle!
DecorPoolBackyard
5.0 out of 5 average rating, 7 reviewsDestinations to explore
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